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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1292157Generated: November 2, 2026

Methyl iodide → HCID 19369481, compound

https://huagongshe.com/reaction/1292157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 19369493HCID 19369493—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethylformamideHCID 6228—
ProductHCID 19369481HCID 1936948157.3%

Reaction Steps

After a mixture of 1.690 g (3.95 m-mol) of 8-[3-(2-quinolinylmethoxy)benzylamino]-3,4-dihydro-2H-1,4-benzothiazin-3-one obtained in Example 95, 0.673 g (4.74 mmol) of CH3I, 1.311 g (9.5 mmol) of K2CO3, 0.129 g (0.4 mmol) of (n-Bu)4NBr and 50 ml of DMF was stirred at room temperature for 3 days, the solvent was distilled off under reduced pressure. Water was added to the residue, followed by extraction with CHCl3. The extract was washed with water, dried over MgSO4 and then concentrated. The residue was subjected to chromatography on a silica gel column. Subsequent to elution with CHCl3, recrystallization was conducted from an acetone-n-hexane mixed solvent, whereby 1.000 g of the title compound was obtained (yield: 57.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05756518
Source datasetuspto-grants-1998_05
ORD IDord-37823ed0499347c1aa1ec8492666576f
Source noteuspto-grants-1998_05